Vacation Condo Rentals By Owner In Pensacola Beach, FL

Your truly upscale- OCEANFRONT condo on one of the most beautiful beaches in the world is waiting for you. Sans Souci is a smaller complex located on the West end of Pensacola Beach. It is all about location with this unit... truly is the best of everything. brbrThe condo is beautifully decorated with high-end furnishings and luxurious linens. brbrThere are a total of 3 bedrooms and 2 full-sized bathrooms. It is very spacious and bright with several floor to ceiling windows to allow the perfect amount of sunlight to recharge your batteries. The condo comfortably sleeps 9 people and has a crib if needed for an infant. brbrThe kitchen is well stocked with all you would need for a great meal. It has granite counter tops and has a breakfast bar with barstools for relaxed dining. The condo also has a beautiful dining table with comfortable seating for six. brbrThere is a private balcony for you to listen to the ocean waves, drink your morning coffee, watch dolphins play and enjoy your evening cocktails by sunset. Your views are breathtaking!brbrThe unit has a reserved parking space located directly in front of the elevators in the covered garage. brbrThe world famous Peg Legged Pete's is located right across the street.brbrForget something...no worries, Tom Thumb convenient store located across the street as well.brbrCome and enjoy paradise today!

UPSCALE 3 BR unit with OCEANFRONT views from each room- sleeps 9 comfortably

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$345.33

Welcome to Heaven on TopbrbrWake up above it all. This stunning 15th-floor, Gulf-front condo in the Emerald Dolphin puts you eye-level with the sunrise and just 300 feet from sugar-white sand. With unobstructed panoramic views of Northwest Florida’s Emerald Coast, Heaven on Top is the kind of place where you’ll spend your mornings with coffee on the balcony watching dolphins, and your evenings watching the sky turn pink over the Gulf.brbrTHE SPACEbrThis spacious 1,372 sq ft condo sleeps up to 8 guests with a modern open-concept layout that’s perfect for families or friend groups.br• Primary Bedroom: King bed with en-suite bath featuring a jetted tub, separate shower, and double vanitybr• Bedroom 2: Queen bed with direct access to the second full bathroom (shower/tub combo, double vanity)br• Bedroom 3: Full/twin bunk bed and a twin trundle. Also, there is an extra twin mattress in the master bedroom closet. — great for kidsbr• Living Area: Open-concept kitchen, dining, and living space — perfect for cooking together and family movie nightsbrbrBUILDING AMENITIESbr• Outdoor pool and hot tubbr• Fitness centerbr• Tennis and pickleball courtbr• Onsite parkingbr• Washer and dryerbrbrLOCATIONbrHeaven on Top is perfectly positioned on Pensacola Beach. Walk 300 feet to the sand. Stroll to Peg Leg Pete’s for fresh seafood. Take a short drive to the Quietwater Boardwalk for dining, live music, and beach bars. Fort Pickens National Historic Site and the Gulf Islands National Seashore are minutes away for quieter beaches and nature trails.brbrPERFECT FORbrFamily beach vacations, couples’ getaways, small friend groups, remote workers who want an office with a Gulf view, and snowbirds escaping winter. Whether you’re building sandcastles or watching the sunset from 15 stories up, this is your spot.brbrOur prices include all fees. No hidden fees.

Heaven on Top – 15th-Floor Gulf Views, Pool & Hot Tub , Steps to Beach

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$536.13

Welcome to Emerald Isle #1503, a beautifully appointed 2-bedroom, 2-bath condo perfectly situated on the pristine shores of Pensacola Beach. This stylish and beach-inspired retreat offers everything you need for a relaxing and memorable getaway.brbrThe open-concept kitchen flows seamlessly into the spacious living area, creating an inviting space to gather with family and friends. Prepare meals while enjoying stunning views of the Gulf through the expansive glass doors that lead to the balcony. The dining table, perfect for shared meals or lively game nights, adds to the charm of this coastal haven.brbrThe living room features a comfortable Queen sleeper sofa and a large flat-screen TV, ideal for cozy movie nights. Step out onto the balcony to take in breathtaking panoramic views of sugar-white sands and emerald-green waters—a sight you'll never get tired of seeing. brbrThe serene master suite offers a King bed, private ensuite bathroom with a shower/tub combo, and its own access to the balcony, making it a tranquil retreat. The guest bedroom features a cozy Queen bed, and both bedrooms come equipped with flat-screen TVs for added convenience. A second full bathroom with a shower/tub combo is located just off the hallway.brbrEmerald Isle #1503 comfortably sleeps up to six guests, making it perfect for families or friends seeking a beachside escape. Whether you're relaxing indoors or savoring the coastal breeze on the balcony, you'll find this condo to be a perfect blend of style, comfort, and unbeatable Gulf-front views.brbrOn-site amenities include two swimming pools, hot tub, sauna and fitness center. Shopping, dining and night life are just a short walk from this centrally located condo! brbrBook your stay today and experience the magic of Pensacola Beach!brbrDue to HOA regulations, two cars maximum per reservation.brbrComplimentary WiFibrbrBeddingbrMaster: 1 KingbrGuest: 1 QueenbrLiving Room: 1 Queen Sleeper Sofa

Stylish and Beachy 2 bedroom, 2 bath Gulf Front Condo at Emerald Isle #1503!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$420.87

Dog-Friendly & Beachfront | Snowbirds Welcome | Panoramic Gulf ViewsbrbrWelcome to the height of luxurious coastal living at Regency Towers 701W, proudly managed by Beach Getaways! Nestled on the 7th floor of the prestigious Regency Towers in Pensacola Beach, Florida, this stunning condo offers an unforgettable beachfront retreat. From your private balcony, enjoy sweeping views of the Florida Gulf Coast, perfect for sipping your morning coffee, watching mesmerizing sunsets, or catching an exhilarating Blue Angels fly-by. Elevated living ensures you'll experience uninterrupted vistas while relishing the tranquil sound of the waves. Regency Towers also features a serene duck pond and fountain, adding a touch of calm to your getaway. Whether you're basking by the pool, strolling along the pristine shoreline with your furry companions, or exploring nearby attractions, every moment here is designed for relaxation and joy. At Regency Towers, every day brings stunning views, endless horizons, and cherished memories. Book your stay today and experience coastal paradise like never before!brbrExperience the Beach Getaways Heart of Hospitality: Providing Happy Connections and Lasting Memories!brbrKitchen & Dining Areabr • Stainless Steel Appliancesbr • Fully Equipped w/Cookware, Dishes, Utensils & Drinkwarebr • Dining Table Seats 6br • Additional Seating at Breakfast BarbrbrLiving Areabr • Plenty of Comfortable Seatingbr • Queen Size Sofa Sleeperbr • Reading Lamps & Flat Screen TVbr • Access to Private BalconybrbrPrimary Bedroombr • King Size Bedbr • Reading Lamps & Flat Screen TVbr • En Suite Bath w/Shower/Tub CombobrbrGuest Room br • 2 Full Size Bedsbr • Reading Lamps & Flat Screen TVbr • En Suite Bath w/Walk-In Shower, Recently UpdatedbrbrAdditional Amenities Includebr • Dog Friendly (pre-registration & fees apply)br • Free Wifibr • Free Parking for 2 Vehiclesbr • Outdoor Poolbr • Duck Pond & Fountainbr • ElevatorbrbrRegency Towers offers easy access to the vibrant lifestyle of Pensacola Beach, renowned for its dining, entertainment and water activities. Known for its pristine white sandy shores, turquoise waters, and laid-back atmosphere where everyday brings the soothing sounds of the sea, the warmth of the sun and the sense of unparalleled luxury. Come gaze upon the Blue Angels soaring across the skyline, grab a bite at one of the diverse restaurants along the water, or stroll the boardwalk lined with souvenir shops, boutiques, and eateries! After a long day of exploring, find some rest and relaxation watching the breathtaking sunsets that paint the sky in hues of orange, pink, and purple as the sun dips below the horizon. Whether you're seeking a romantic getaway, a family vacation, or a solo retreat, Pensacola Beach offers a charming and inviting destination that will leave you with cherished memories of sun, sea, and sand.brbrPolicies:br 1. Check in is 4pm | Check out is 10am.br 2. No Smoking in condo or on balcony.br 3. Two dogs allowed up to 25lbs. max each, pre-registration & fees apply. Be sure to use designated dog areas on property.br 4. Loud parties or gatherings will not be tolerated.br 5. Must be at least 25 years old to rent. For groups of Single Adults, all guests in the group must be at least 25 years of age and proof of age will be required before approving the reservation.brbr**Call for Monthly Snowbird Rates for December Thru February!**brbrLocally Managed by:brMy Beach GetawaysbrBeaches of Alabama & Florida Gulf Coast

Regency Towers 701W | Oceanfront | Dog Friendly | Pensacola Beach | My Beach Getaways

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$400.25

Top Reasons to Book Portofino 1-1708: brbr* Beautiful Intracoastal Views Of The Gulf brbr* Luxury High Rise brbr* Steps Away From White Sand Beaches brbr* Gulf Front Pool and an Indoor (seasonally heated) Pool brbr* Access to the Lifestyle Center Pool Deck brbr* Spa Portofino, Tennis and Fitness Center Onsite brbr* Two Electric Car Charging Stationsbrbr* Onsite Dining and Shopping at the Portofino Boardwalk brbr* Award-Winning Golf Courses Nearby brbr* Professionally Managed; 24/7brbr*PORTOFINO ISLAND MANAGEMENT NOW REQUIRES A $75 CHECK-IN FEE AND AN AMENITY FEE DUE UPON CHECK-IN AT THE COMPLEX. THE AMEMITY FEE WILL FOLLOW THE BELOW SCHEDULE.*brbr2025 Daily Guests:brJan 1-March 3: $18/daybrMarch 4-May 22: $24/daybrMay 23-Aug 3: $30/daybrAug 4-Dec 31: $18/daybrMonthly Guests: $300 per monthbrbrPAYMENTS ARE MADE TO PORTOFINO ISLAND MANAGEMENT HOA/FRONT DESK UPON CHECK-IN. (NOTE: Pensacola Beach Properties is not responsible for the fees). brbr*Parking available for one vehicle (additional parking based on availability) brbrWelcome to paradise at Portofino Island Resort 1-1708! This two-bedroom, two-and-a-half-bath condo features breathtaking 17th-floor views of the Gulf of America! Enjoy being steps away from the white sandy beaches and emerald green waters. The master bedroom offers a King bed, en suite master bath with a walk-in shower, and direct balcony access with Gulf views. The guest bedroom has a queen bed with balcony access overlooking the water, and an ensuite bathroom with a tub/shower combo. The living room has a full sleeper sofa. The fully equipped kitchen features granite countertops and an incredible view to enjoy while making beautiful memories, preparing meals for your crew! This condo is equipped with a washer/dryer, free Wifi, smart TVs, cable, and 2 designated and covered parking spaces. Come relax on the balcony after a long day at the beach, enjoying every moment of your stay at Portofino Island Resort 1-1708.brbrBed Setup:brbrPrimary Bedroom: King with EnsuitebrbrGuest Bedroom: Queen with EnsuitebrbrLiving Room: Full Sleeper Sofabrbr*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions.* brbr*We LOVE Snowbirds! Low Monthly Winter Rates*brSnowbird Season runs from November through February. For a quote, select an arrival date (must be the 1st day of the month) and a departure date (must be the 1st day of a subsequent month). Contact us for alternative date requests and further assistance! All monthly rentals are subject to an additional $150 cleaning fee.brbrPortofino Island Resort is a luxury high-rise located directly on the white sands of Pensacola Beach. This five-tower complex has 2- and 3-bedroom properties. Each Portofino Island Resort Tower hosts both a Gulf front pool and an indoor (seasonally heated) hot tub, sauna, elevator, fitness room with pool views, and gated security. It is in a fantastic location, easily accessible from the bridge. Find out why people return to Portofino Resort year after year!brbrArea Attractions: brbrVisit the heart of Pensacola Beach to soak up some sun on the Emerald Coast. A stroll down the white sandy shore or take in coastal inspired dining at the LifeStyle Center with a variety of fresh Gulf cuisine as well as Pizza Portofino featuring oven-baked specialties made to order, explore The Market with specialty coffees, ice cream, souvenirs, and logo merchandise,e and select grocery items including beverages! A short drive to the Pensacola Beach Boardwalk will take you to the many other local restaurants and shopping to enjoy.brbrTake a scenic drive just minutes from your cozy vacation home down Santa Rosa Island to Fort Pickens, a historic defense fort established in the early 1800s. Those of all ages will love wandering through the multiple enduring corridors with rich stories to tell in this national park. br brDowntown Pensacola will without a doubt charm you with its continuously emerging shopping, dining, nightlife, and historical experience opportunities. Kids will love the open spaces and playground areas, delicious candy shops, as well as fun museums. Catch a Blue Wahoos minor league baseball game or an Ice Flyers hockey game. Make sure to get a selfie with one of the many pelican statues spread throughout downtown. br brPensacola is home to the Blue Angels, the U.S Navy Flight Demonstration Squadron. If you’re lucky, you might catch them practicing on any given day while relaxing on the beach. Pensacola Beach also hosts an air show each July, and there is a show over the Naval Air Station each November. If seeing the Blue Angels isn’t enough, venture over to the Pensacola Navy Base for public access to the National Naval Aviation Museum, a Pensacola favorite, offering a rich historical experience for kids and adults alike. On-site of the base is the Pensacola Lighthouse Museum, where you can climb up the winding staircase for breathtaking views or walk down the boardwalk to take pictures. Book your stay on Pensacola Beach today.

Portofino 1-1708 | 2BR Condo w/ Gulf Views, Pools, Spa + Beach Steps Away!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$292.84

Bayfront Bliss | Private Beach + Sunset Views + Family-Friendly brbrWelcome to your Pensacola Bay escape! brbrThis stunning 2-bedroom, 2.5-bath condo sits directly on the bay with breathtaking water views from every level. From the moment you pull into your covered parking spot, you’ll be greeted by emerald waters, sugar-white sand, and your very own private beach — just steps away. brbrThe Space brbrStep inside and feel instantly at ease. The spacious living area opens onto a private balcony, perfect for sipping your morning coffee or watching unforgettable sunsets over the bay. The fully equipped kitchen has everything you need for a relaxing stay — just bring your swimsuit and a sense of adventure! brbrEach bedroom includes its own private balcony and en suite bathroom, giving everyone plenty of space and privacy. brbrSleeping Arrangements: brbr• Bedroom 1: King bed + private balcony brbr• Bedroom 2: Full-size bed + bunk (full + twin) + private balcony brbrSleeps up to 6 guests comfortably brbrWhy You’ll Love It brbr• Private beach right outside your door — calm, shallow water ideal for families brbr• Large community pool just steps away brbr• Covered parking for easy access brbr• Amazing views of Pensacola Bay from every room brbr• Perfect spot to watch the Blue Angels soar during practice sessions! brbrYou’ll be just across the street from the Gulf of Mexico and within walking distance to local favorites like Peg Leg Pete’s. Plus, a seasonal beach shuttle runs from Memorial Day to Labor Day, offering easy access to the Pensacola Beach Boardwalk and local attractions. brbrAmenities brbr• Fully equipped kitchen with cooking essentials brbr• Smart TV in living room brbr• Free Wi-Fi brbr• Washer/dryer in unit brbr• Pack ’n Play & baby gates brbr• Outdoor grill brbr• Linens and towels provided brbrImportant Notes brbrConstruction Notice: There is ongoing exterior maintenance in the Boardwalk complex to repair boardwalks, pilings, and staircases. Rates have been reduced accordingly — take advantage of this rare opportunity to enjoy this popular community at a discounted price. No refunds will be issued for construction noise or inconvenience. brbr________________________________________ brbrGood to Know brbr• Non-smoking property brbr• No pets, events, or parties brbr• Must be 25+ to book; at least one guest over 25 must stay the entire visit brbr• Two reserved parking spots + overflow parking available brbr• Security deposit or Limited Damage Waiver required brbrLocal management by iTrip Vacations Pensacola — here to make your stay smooth and stress-free. brbrNote for Airbnb guests: Airbnb groups all admin, cleaning, and damage waiver fees together under “Cleaning Fee.” The total is not as high as it may appear.

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$734.32

Signature Amenities of This Premier Condo:brbr* Gulf-Front Condo with Stunning 180° Views brbr* Fully Renovated Kitchen + Professionally Designed Coastal Interiorsbrbr* Closest Access to the Beach + Trolley to Resort Amenitiesbrbr* Private Balcony with Seating for Gulf Sunrises and Sunsetsbrbr* 2 Designated Garage Parking Spots + Unlimited Outdoor Parkingbrbr* Spa Portofino Access - Full-Service Spa + Indoor Olympic Poolbrbr* Resort Access to 5 Tennis Courts, Fitness Center, Pools & Restaurantsbrbr* Professionally Managedbrbr* This property is not available to adults under the age of 25. *brbrInside Seventh Heaven:brWelcome to Seventh Heaven, a premier Gulf-front residence in Portofino Island’s Tower 1, renovated from top to bottom and offering breathtaking panoramic views of the emerald waters and white sand beaches of Pensacola. This elite 3-bedroom, 3.5-bathroom unit spans 2,050 sq ft and is ideal for guests who expect both refined comfort and world-class amenities.brbrFrom the moment you enter, you'll be surrounded by modern coastal elegance. The expansive open floor plan features a spacious living area with floor-to-ceiling windows that frame 180° Gulf views. The fully renovated kitchen is equipped with upscale appliances, quartz counters, and custom backsplash, perfect for entertaining. Each bedroom is professionally decorated, with en-suite bathrooms and plush bedding to ensure a restful stay. Step onto the large, private balcony to soak in the sunrise or unwind to the sound of the waves.brbrAbout the Home and Layout:brThis luxury condo was designed with both elegance and relaxation in mind—ideal for couples, friends, and families.brbrBedroom #1 (Primary): King Bed + Ensuite Spa Bath + Gulf ViewsbrBedroom #2: Queen Bed + Ensuite BathroombrBedroom #3: Queen Bed + Ensuite BathroombrbrKey Features of Portofino Island Resort:br* 40,000 Sq Ft Lifestyle Center w/ Spa Portofino + Indoor Olympic Poolbr* Two Infinity-Edge Outdoor Pools + Multiple Hot Tubsbr* Full-Service Fitness Center + Sauna + Steam Roombr* Onsite Dining, Poolside Grill, and Seasonal Kids Campbr* 5 Lighted Hydrogrid Tennis Courts + Group Fitness Classesbr* Rentals Available: Bikes, Kayaks, Sailboats & Morebr* Easy Access to Gulf Islands National Seashore Trails & Tiger Point Golfbrbr**We LOVE Snowbirds! Enjoy Low Monthly Winter Rates**br Snowbird Season runs January and February.br To receive an instant quote, simply select an arrival and departure date totaling at least 28 days.brHave a unique request We’re happy to help—contact us for alternative dates or additional assistance.brPlease note: All monthly rentals require an additional $150 cleaning fee.brbrBooking Details:br* Includes 2 Reserved Garage Parking Spaces + Unlimited Outdoor Parkingbr* Heated Tower 1 Pool + Hot Tub Year-Roundbr* Resort Amenities Available to All Guests

Seventh Heaven Portofino 3BR w/ Balcony + 180° Gulf Views + Spa and Pools

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$337.16

Directly on the bay, this updated Santa Rosa Dunes condo does not disappoint!brbrThe building is the closest to the water and the amazing unobstructed views of the sound is enough to make your stay a memorable experience. The private balcony will give you the peace and quiet needed to enjoy breathtaking sunrises and sunsets. The fishing pier is feet away from the balcony and we hope that you'll enjoy it as much as we do.brbrThe master bedroom has direct stunning views of the water. There's a king bed and the new mattress topper will give you restful nights. It also has its private bathroom. brIn the second bedroom, a bunk bed with new mattresses was recently added to provide more room for bigger families. We understand; we have five children of our own! It has its private bathroom as well.brbrUnlike most condos around, this family-friendly condo has no other units above or below. Calm and peaceful!brbrThere's no doubt that you will appreciate the Olympic size pool that the complex offers. The club house comes in handy for small gatherings or to cool off during hot summer days. There's also a tennis court to keep you in good shape :) !brbrPensacola Beach has a lot to offer and you'll find an abundance of well rated restaurants. If you have to pick one, Peg Leg Pete's Resto/Bar is a must! It is located right on the bay, the food is amazing, there's a sand play area AND it's a 2 minute walk from the condo. Win-Win!brbrA short 4 minute walk will take you to the beach. If needed, we have beach chairs and beach towels for you to use to keep things easy. If your kids are anything like ours, they will bring more toys than they can handle, but if not, we've got you covered. Beach toys, board games, wooden blocks and books will keep them busy and happy.brbrPreviously owned by a property manager for the past few years, this condo has always gotten great reviews. We recently decided to take it upon ourselves to make it an even better experience for our guests.brbrOur #1 goal is to make your stay convenient, comfortable and cozy. We believe that our fully equipped kitchen, welcome snacks, coffee area and cold water will set you up to a good start!brbrWe're looking forward to accommodating you and your family and guarantee you'll make memories that will last for a lifetime!brbrbr

Pensacola Beach Waterfront Condo with Relaxing View. Family Friendly!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$335.57

Top Reasons to Book Seahorse M: br br* Beachfront br br* Huge Beachfront Balconybr br* One Car Garage on the Ground Levelbr br* The Gulf of Mexico is Steps Awaybr br* Across the Street from Peg Leg Pete’s br br* Just 1.6 miles to the Pensacola Beach Boardwalkbr br* Professionally ManagedbrCONSTRUCTION NOTICEbrPlease be advised that the Seahorse Complex will be undergoing construction from December 11th - January 15th 2026, weather permitting. The scheduled work includes:brChiseling and grinding of the concrete on the Gulf-facing side of the buildingbrPainting and caulking on the east (rear) wall of the complexbrPressure washing of the concrete surfaces, which will occur prior to other construction activitiesbrWork will take place on weekdays only; no construction will be conducted on weekends.brbrWe appreciate your patience and cooperation during this time.br br brSeahorse M is a lovely one bedroom, two bath condo which sits directly on the top level of Seahorse on Pensacola Beach. There is an elevator in the complex and a two car garage on the ground level. When you enter this beautiful condo, you’ll notice the tile flooring, colorful and updated furnishings plus flatscreen tv in the living room. The glass sliders open out to the expansive beachfront balcony to bring in more of that view! The open kitchen is outfitted with an eat in bar, stainless appliances, wine fridge, glass fronted cabinetry and open shelving. Your chef will love this view! The bedroom has a king sized bed. You’ll enjoy the convenience of the washer and dryer and free Wifi. With the sleeper sofa in the living room, this property sleeps up to 4 guests. There are plenty of activities and restaurants within walking distance and paved paths for walking, biking and running. You’ll love the free seasonal trolley , there’s a stop in front of Seahorse. With unique artsy furnishings and stunning views at Seahorse M, make this your next beach getaway! br brBuilt in 2001, Seahorse is a low-density beach front complex in Pensacola Beach comprised of only 18 individual units. The ground floor has a one car garage. The townhomes are on the first and second floors while nine one bedrooms are built on the third floor. There is an elevator that goes to all entrance levels. You will love being beach front and directly across the street from Peg Leg Pete’s seafood restaurant. Discover why guests return to Seahorse year after year!br brBed Setup: br brMaster: King br brLiving Room: Sleeper Sofabr br *We LOVE Snowbirds! Low Monthly Winter Rates*brSnowbird Season runs November through February. For a quote, select an arrival date (must be the 1st day of the month) and a departure date (must be the 1st day of a subsequent month). Contact us for alternative date requests and further assistance! All monthly rentals are subject to an additional $150 cleaning fee.brbr*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions.* br brArea Attractions:br brVisit the Pensacola Beach Boardwalk for shopping dining, live music, swimming or strolling down the boardwalk. The Shell, an iconic Pensacola Beach landmark is at the heart of the boardwalk. Stop by for live music in the summer! br brFort Pickens is part of the Gulf Islands National Seashore and is a historic moment from the 1800s. Kids will love wandering this historical fort from the American Revolution. br brDowntown Pensacola is full of shopping dining and history. In its heart is the Palafox Pier Harbour marina. Catch a Pensacola Blue Wahoos minor league baseball game or an Ice Flyers hockey game. Make sure to get a selfie with one of the many pelican statues spread throughout downtown. br brPensacola is home to the Blue Angels, the U.S. Navy Flight Demonstration Squadron. Pensacola Beach hosts an air show each July and there’s a show over the Naval Air Station each November.

✨Beach Front-Top Floor-Large Balcony-1BR Seahorse #M✨

Pensacola Beach, Florida, United States

Bed

Bath

4

Sleeps

$1634.3

Experience elevated coastal living in this beautifully designed 3-bedroom residence at Portofino Island Resort, positioned on the 17th floor with some of the most breathtaking views of the Gulf of Mexico and Santa Rosa Sound. Recently updated with marble floors, all-new furnishings, premium bedding, and curated coastal décor, this residence offers a refined and comfortable retreat designed for a true resort experience on Florida’s Emerald Coast. Floor-to-ceiling windows fill the home with natural light and showcase sweeping water views from the moment you walk in. The spacious living area opens directly to a private balcony, creating a seamless indoor-outdoor flow ideal for relaxing or entertaining. The primary suite features generous space, balcony access, and a private ensuite bath, while the guest bedroom also includes its own bathroom and direct access to the balcony—offering comfort and privacy for all guests. Step outside to your expansive private balcony, complete with seating and a grill, where you can enjoy sunrise coffee, afternoon breezes, and unforgettable Gulf sunsets in complete privacy. As a guest of Portofino Island Resort, enjoy access to an exceptional collection of amenities including multiple resort-style pools, an indoor heated pool, whirlpool spas, tennis courts, a state-of-the-art fitness center, spa services, on-site dining, and direct access to the sugar-white sands of Pensacola Beach and the Gulf Islands National Seashore. This is more than just a place to stay—it’s a fully immersive Gulf-front resort lifestyle, where elevated comfort, natural beauty, and unforgettable views come together.brFeatures and amenitiesbr• Breathtaking views of water from your private balconybr• Mediterranean-inspired designsbr• Large living room, fully furnished with custom designs and interiorsbr• Floor-to-ceiling glass windows and doors leading to the balcony that provides breathtaking beach and water viewsbr• The large master suite features a big closet and sliding glass doors to the balcony br• The spa-inspired master bathroom has two vanities, a separate shower and a bathtubbr• The guest bedroom has a glass door that leads to the balcony and also features its own in-suite bathroombr• The spacious balcony with its own grill and sitting area allows for great entertaining while enjoying the gorgeous Pensacola Beachbr• Fully-equipped gourmet kitchenbr• Heated Pool & Hot Tub in each of the five towersbr• Indoor Heated Poolbr• Access to the Lifestyle Center Pool Deck – 2 heated outdoor infinity pools & 2 hot tubsbr• Pool-side bar and grill br• Spa Portofinobr• On-site coffee shop br• Fitness Centerbr• Tennis Centerbr• The property also has a resort-wide tram and watersports equipment for rentbrParkingbr• Free Parking for up to 2 vehicles.brThings to knowbr• Security camera/recording device — “For your safety and protection, some properties have cameras installed outside. Surveillance cameras are not inside any of our properties.” br• Please note we don't provide beach towelsbr• No boats, jet skis, RVs, boat trailers, or trailers of any kind are allowed per association rulesbr• Additional daily amenity fee (depending on the season) will be charged upon check-in at the Front-Desk:brJan.1 _ March 12 _ $10 + taxbrMarch 13 _ May 20 _ $15 + taxbrMay 21 _ Aug 9 _ $20 +taxbrAug 10 _ Dec 31 _ $10 + taxbrHouse rulesbr• NO PETS ALLOWED. Any violation of this policy will incur a $200.00 fine.br• The home has a maximum occupancy of guests. Renters who exceed the occupancy limit are subject to eviction.br• NO SMOKING in the unit/house as well as the balcony. Any violation of the smoking policy will incur a $250.00 fine plus the cleaning costs necessary to remove smoke odors from the unit/house and/or linens.br• Traveler must be at least 25 years of age to make a reservationbr• State Identification Card or Driver's License copy will be requested upon bookingbr• Quiet hours are observed from 10 pm-8 am. Violators will be charged a $200 fine. br• The condominium association has a STRICT No Pets policy. This applies to emotional support animals as they are not covered by ADA. Only ADA-compliant service dogs are allowed according to Federal Law.br• Please note: We are not responsible for any accidents, injuries, as well as stolen or damaged items that occur while on the premises, its facilities, or parking lots.br• No parties or events: Violators will be charged a $500 fine.br• For same day late check-ins, you need to get the host's approval before booking.br• For properties that require parking passes, the host is not able to provide extra passes due to limited spacebrLocal attractionsbr• Located on the doorsteps of the Gulf Islands National Seashorebr• Dining and shopping at the Portofino Boardwalkbr• Adventure Beach watersport rentals br• Adventure Cove Waterpark (Soundside)

Now with lower fees! 3 Portofino 1707

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$586.99

Beach Club 505 -

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$491.2

Each two-bedroom/2.5-bathroom Sky Home is a luxurious condo suite, offering 1,333 square feet of space, including a 170-square-foot balcony. brbrEvery room in every Sky Home has a water view. No Sky Home sits below the fifth floor. Spacious and comfortable, each Sky Home is at least twice as wide as a typical beach condo. With private water-view balconies, each is equipped with all the conveniences you'd expect to find in a premier resort, including spacious closets with extra linens and pillows, as well as a dishwasher, washer/dryer and much more. Every room has its own full bathroom plus a half-bath for Sky Home common-area use. Each of Portofino's five Mediterranean-inspired towers features its own exclusive outdoor pool and revitalizing whirlpool spa, plus covered parking for your convenience.brbrBedding is King, Queen and Sleeper sofabrbrGuests have full access to the Resort and its amenities. Complimentary use of the fitness center, 5 Hydro Clay Tennis Courts, Beaches on Gulf of Mexico and on the Santa Rosa Sound.brbrThe Lifestyle Center is the heart of Portofino where the restaurants (Coastal and Al Fresco) are located along with the onsite Starbucks, Indoor Heated Pool, Spa, Fitness Center, Market and Concierge are all located here.brbrPortofino is situated on 28 beautiful acres in Pensacola Beach between the emerald waters of the Gulf of Mexico and the gentle shores of Santa Rosa Sound. It is also adjacent to the pristine Gulf Islands National Seashore. The land itself is called Santa Rosa Island; it is the world’s largest barrier island.brbrPortofino’s beautiful waterfront location, stunning accommodations, world-class resort amenities and customized service standards – make it a natural indulgence. No other resort is located on the Gulf of Mexico, the Santa Rosa Sound and the Gulf Islands National Seashore. The vast complimentary and discounted amenities make Portofino Island a great vacation value.

P3-1308 2B Gulf Front Condo/ Excellent Gulf Views!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$316.05

Top Reasons to Book Baywatch E3:br br* Stunning Sound Front Viewsbrbr* The Gulf of Mexico is just across the streetbr br* No pets allowed no exceptions.brbr* Community Pool, Bayside Beach, and Community Dockbrbr*Recently Renovatedbrbr* Walk to Peg Leg Pete’sbr br* Just 2 miles to the Pensacola Beach Boardwalkbr br* Professionally Managed; 24/7 service.brbrBeginning in May 2025, Baywatch rental units are undergoing balcony and railing construction work. You may experience construction noise between 8 am - 5 pm.br br*Please expect possible parking restrictions along the fence line during this time.*brbrRelax with bay views at Baywatch E3. This first-floor walk-up condo has 2 bedrooms, 2 bathrooms. The master bedroom offers bay views and has a king bed, en suite with a beautiful stone floor walk-in shower. The second bedroom has a full bed and offers gulf views. Lastly, a sleeper sofa in the living room allows this condo to accommodate up to 6 guests. Stream your favorite shows on the smart TV’s throughout the condo while on vacation. For your convenience, the kitchen has stainless steel appliances, in house washer and dryer, and a covered balcony. Bring your family to experience Baywatch E3 year after year! brbr*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions. * brbr*We LOVE Snowbirds! Low Monthly Winter Rates*brSnowbird Season runs November through February. For a quote, select an arrival date (must be the 1st day of the month) and a departure date (must be the 1st day of a subsequent month). Contact us for alternative date requests and further assistance! All monthly rentals are subject to an additional $150 cleaning fee.brbrBaywatch is located on the sound side of Pensacola Beach towards Fort Pickens. Take a dip in the community pool, relax on the private bay beach, or wander down the community dock. The Gulf of Mexico is across the street with the beach access a short stroll away. You’ll love staying at Baywatch for your next beach vacation. br brBed Setup:br brMaster Bedroom: King Bedbr brGuest Bedroom: Full Bedbr brLiving Room: Sleeper Sofabr brArea Attractions:br brVisit the Pensacola Beach Boardwalk for shopping dining, live music, swimming, or strolling down the boardwalk. The Shell, an iconic Pensacola Beach landmark is at the heart of the boardwalk. Stop by for live music in the summer! br brFort Pickens is part of the Gulf Islands National Seashore and is a historic moment from the 1800s. Kids will love wandering this historical fort from the American Revolution. br brDowntown Pensacola is full of shopping dining and history. In its heart is the Palafox Pier Harbour marina. Catch a Pensacola Blue Wahoos minor league baseball game or an Ice Flyers hockey game. Make sure to get a selfie with one of the many pelican statues spread throughout downtown. br brPensacola is home to the Blue Angels, the U.S. Navy Flight Demonstration Squadron. Pensacola Beach hosts an air show each July and there’s a show over the Naval Air Station each November.

️Walk to Beach☀️-Sound Front-Baywatch E3

Pensacola Beach, Florida, United States

Bed

Bath

6

Sleeps

$631.04

Directly overlooking the white sands and emerald waters of the Gulf of Mexico, this 2 bedroom 2 bath, beautifully updated condo has the best of what Pensacola Beach has to offer. The unobstructed views are breathtaking to enjoy from your fully covered balcony. Listen to the waves roll in as you go to sleep from the closest condo on Pensacola Beach. br brTop Reasons to Book this Condo: br* CLOSEST condo to the beach, hear the waves roll in from just outside your condo. br* Easy and convenient beach access (2-3 minute walk to shoreline) with paved/boardwalk approach and outdoor shower. br* Community pool and freshwater pond for nature viewing. br* Stunning private view of the Gulf of Mexico's white sands and emerald waters from your private covered balcony. br* Great value complex for a stress free vacation! brbrFloorplan Summary: (this complex is built on pilings and requires stairs) brbr* Open Concept Living/Kitchen/Dining (with table for 6 and sleeper sofa)br* Private covered balcony br* Master suite: king bed with en-suite tub/shower combo br* Guest Bedroom: queen bedbr* Guest Bathroom: showerbrbrAccommodation Location: brbrThis condo is in the M building of the Villas on the Gulf Complex (requires stairs). Villas on the Gulf is one of Pensacola Beach's most affordable and easiest beachside communities. It features a paved and boardwalk approach to the beautiful emerald waters and white sands of the Gulf of Mexico complete with an outdoor shower, a community pool, and well maintained fresh water lagoons where ducks, fish, and turtles are regularly seen. It is closely located (1 mile) to Pensacola Beach's many dining and entertainment options to round a perfect vacation. brbrPensacola Beach: brbrPensacola Beach is known for its sugar white sand, turquoise waters and amazing beach culture! Bars and restaurants are less than 5 mins away and keep an eye out for the occasional Navy Blue Angels flyover! brbrCity of Pensacola: brbrDowntown Pensacola is centered around Palafox St. and hosts amazing festivals, fantastic food, local breweries, and the MiLB team the Blue Wahoos! brbrProperty Rules: br-Must be 25+ to rent br-No pets allowed br-No smoking or vaping br-No parties or gatherings br-No occupancy in excess of property max

Seaside Sittin' Right on the Gulf with a community pool

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$331.09

Top Reasons to Book Portofino 3-1206: brbr* Steps Away from White Sandy Beaches brbr* Sound Views From Every Roombrbr* Spa Portofino, Tennis, and Fitness Center Onsite brbr* Beautiful Vessel Tubbrbr* Modern Interiorbrbr* Luxury High Rise brbr* Gulf Front Pool and an Indoor (seasonally heated) Pool brbr* Professionally Managed; 24/7brbr*Portofino/Premier Island Management requires a $75 check in fee and a daily amenity fees per day and per unit. This will be collected upon check-in at the front desk. The daily amenity fee schedule is below: brbr2025 Daily Guests:brJan 1-March 3: $18/daybrMarch 4-May 22: $24/daybrMay 23-Aug 3: $30/daybrAug 4-Dec 31: $18/daybrMonthly Guests: $300 per monthbrbr*Payments are collected by Portofino/Premier Island Management HOA directly on the day of check in. brbr*Parking available for one vehicle (additional parking based on availability) brbrWelcome to Portofino 3-1206 where you can leave your worries at home. This upscaled 12th-floor Portofino condo hosts 6 people comfortably. The Master Suite offers a King bed with an ensuite and the Guest Bedroom has a Queen bed with an ensuite. There is a sleeper sofa located in the living room and a sweet little half bath in the hallway. Upon entering the condo, you are greeted by a beautifully updated great room including a wonderful kitchen and an easy-flowing open floor plan to the dining area, and living room, and straight out to the spacious balcony with breathtaking water views of the beautiful sound. With 1 bedroom on each side of the rental, the rooms are nicely spaced out to provide ample privacy, water views, and attached bathrooms for each room. This condo also features a washer and dryer, a walk-in master shower, and a beautiful vessel tub in the master bedroom. Don't miss your opportunity to experience this one-of-a-kind Portofino rental and book your stay now!brbrBed Set Up: brMaster Suite: King Bed brGuest Suite: Queen Bed brLivingroom: Queen Sleeper Sofa brbrPortofino Island Resort is a luxury high-rise located directly on the white sands of Pensacola Beach. This five-tower complex has 2- and 3-bedroom properties. Each Portofino Island Resort Tower hosts both a Gulf front pool and an indoor (seasonally heated), hot tub, sauna, elevator, fitness room with pool views, and gated security. It is in a fantastic location, easily accessible from the bridge. Find out why people return to Portofino Resort year after year!brbr*We LOVE Snowbirds! Low Monthly Winter Rates*brSnowbird Season runs from November through February. For a quote, select an arrival date (must be the 1st day of the month) and a departure date (must be the 1st day of a subsequent month). Contact us for alternative date requests and further assistance! All monthly rentals are subject to an additional $150 cleaning fee.brbr*This property is NOT AVAILABLE for rent to those under the age of 25. No Exceptions.* brbrArea Attractions: brbrVisit the heart of Pensacola Beach to soak up some sun on the Emerald Coast. A stroll down the white sandy shore or take in coastal-inspired dining at the LifeStyle Center with a variety of fresh Gulf cuisine as well as Pizza Portofino featuring oven-baked specialties made to order, explore The Market with specialty coffees, ice cream, souvenirs, and logo merchandise and select grocery items including beverages! A short drive to the Pensacola Beach Boardwalk will take you to the many other local restaurants and shopping to enjoy.brbrTake a scenic drive just minutes from your cozy vacation home down Santa Rosa Island to Fort Pickens, a historic defense fort established in the early 1800s. Those of all ages will love wandering through the multiple enduring corridors with rich stories to tell in this national park. br brDowntown Pensacola will without a doubt charm you with its continuously emerging shopping, dining, nightlife, and historical experience opportunities. Kids will love the open spaces and playground areas, delicious candy shops, as well as fun museums. Catch a Blue Wahoos minor league baseball game or an Ice Flyers hockey game. Make sure to get a selfie with one of the many pelican statues spread throughout downtown. br brPensacola is home to the Blue Angels, the U.S. Navy Flight Demonstration Squadron. If you’re lucky, you might catch them practicing on any given day while relaxing on the beach. Pensacola Beach also hosts an air show each July, and there is a show over the Naval Air Station each November. If seeing the Blue Angels isn’t enough, venture over to the Pensacola Navy Base for public access to the National Naval Aviation Museum, a Pensacola favorite, offering a rich historical experience for kids and adults alike. Onsite of the base is the Pensacola Lighthouse Museum where you can climb up the winding staircase for breathtaking views or walk down the boardwalk to take pictures. Book your stay on Pensacola Beach today.

Stunning Sound Views-Walk to Beach-Pool+Hot Tub-2BR Portofino 3-1206

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$293.04

Reserve your stay at Regency Towers 108 East and prepare for an unforgettable vacation. With two bedrooms and two full bathrooms, this Pensacola Beach, FL vacation condo can accommodate 6 guests.brbrArrive, unpack, and start taking advantage of all this rental has to offer. The first thing to catch your attention is sure to be the proximity to the beach! Your rental offers a private patio with views of the beach dunes and the sounds of the waves crashing against the shore. It doesn’t get much more relaxing than that. Continue exploring your new home away from home and discover a fully equipped kitchen. You have access to all the pots, pans, and utensils you may need to prepare beach snacks or maybe even a beach-inspired appetizer. To add to the luxury feel of your rental, the kitchen is adorned with granite countertops and stainless-steel appliances. Your living room features a Smart TV and enough space for each member of your crew to get cozy. Gather for a family movie night or simply to spend quality time together reflecting on your time in the sun. Each bedroom also comes with Smart TVs and each bathroom is finished with granite countertops. The washer and dryer is sure to come in handy to keep towels fresh for the beach each day.brbrRegency Towers offers tons of amenities to choose from! With the beach so close, you are sure to spend most of your time sunbathing, walking the shore in search of the perfect seashell, or building sandcastles with your kids. The beach service for a fee in season makes it easy to claim your front-row seat to the shore. Take an afternoon and spend it at the community pool. For those who never like to miss a workout, there are also tennis/pickleball courts available.brbrMake sure to get out and discover the many different dining options and adventures waiting for you in Pensacola Beach, FL. Our Gulf Coast Blog serves as your one-stop shop for all things dining, family adventure, leisure activities, and even some Ecotourism options. Check it out before you arrive for assistance in planning the ultimate stay. The Pensacola Beach Trolley offers a free way to explore the area from Memorial Day Weekend to Labor Day.brbrBook your stay today and get ready for a memorable getaway to the beach.brbrClean Coverlet Program: This property provides fresh and clean bed linens, including comforters and coverlets, laundered prior to every check-in.

Regency Towers #108 East - Beachfront Condo, Pool!

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$450.24

Gulf-front 2 bedroom / 2 bathroom condo with stunning views, located at Emerald Isle on Pensacola Beach. This beautiful unit features numerous upgrades including quartz kitchen countertops and stainless steel appliances. Flat-screen TVs are located in each bedroom, with a 50-inch TV in the living room.brbrEmerald Isle is just a few blocks from the center of Pensacola Beach, where you’ll find a variety of restaurants, shops, and bars. This luxury high-rise condominium offers excellent amenities including a Gulf-side fitness room, two community pools (one heated during the off-season), a community hot tub, and a sauna.brbrEnjoy spectacular views of the Gulf of Mexico and the sugar-white sands of Pensacola Beach from your private balcony. Some beach gear is provided and can be found in the storage cage on the first floor.brbrWe offer a 3 to 4-night minimum stay, except from May 30, 2026 through August 8, 2026, when a 7-night minimum stay is required with Saturday-to-Saturday bookings only. Some exceptions can be made based on availability. brbrSpecial monthly rates are available from January through March 1.brbrMonthly Cancellation Policy: Bookings canceled at least 120 days prior to arrival will receive a full refund. Cancellations made less than 120 days before arrival will forfeit all payments.brbrSleeping Configuration:brMaster Bedroom: 1 KingbrSecond Bedroom: 1 QueenbrLiving Room: Queen sleeper sofabrbrMinimum rental age is 25. Renter must occupy the property for the full term of their stay. This unit is not pet-friendly. Reservation holder and credit card holder must be the same person. For security purposes, payments cannot be accepted from anyone other than the reservation holder. A maximum of two cars is allowed per unit.

Gorgeous gulf front vacation rental 2bed/2bath Emerald Isle

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$383.78

-Portofino Tower 4 Unit 1103-brThis is a beautiful 2 Bedroom Condo with many amenities. Master Bedroom has a King bed and an on-suite. The Second bedroom has 2 beds and an on-suite. Living area has a pull-out sofa and wonderful views of the Sound and the Gulf. The kitchen is fully equipped. This condo is close to the Lifestyle Center and overlooks Infinity pools. There is also a large Tower Pool with a hot tub. There are trams to take you around the property. You will enjoy your stay at this beautiful resort.

Beautiful Beach Condo at Fabulous Portofino Resort on Pensacola Beach

Pensacola Beach, Florida, United States

Bed

Bath

Sleeps

$311.07

*This unit is part of our exclusive Signature Collection, offering elevated luxury, premium amenities, and personalized touches for an unforgettable stay.*brbrPalm Beach Club unit 110 sits right on the bay and is just steps away from the beautiful Gulf of Mexico. Two spacious bedrooms and a large, open living area make this serene condo the perfect place for either a family get away or a relaxing retreat! Watch the kids in the pool from the balcony off the living room, enjoy your morning coffee in the cozy indoor alcove overlooking the bay, or enjoy an evening cocktail on the balcony off the master bedroom. The master bedroom has a king size bed and en-suite bathroom, and the second bedroom offers a queen size bed. This condo sleeps 4 guests. This quiet community is the last on before you get to Fort Pickens National Park, making it a great spot for history buffs. Not your thing Just hop on the free trolley from the stop right across the street and take a trip down the Casino Beach area where you will find plenty of restaurants, shopping and night life. Whatever your pleasure while you're here, this is the perfect place to call your temporary home away from home!brbrAmenities of this property include:br~Central air conditioningbr~Large flat panel television in the living roombr~Televisions in every roombr~Dining room table that will seat 4br~free WIFI access (password protected)br~Quality linens and towelsbr~Washer and dryerbr~Elevator accessbr~Covered parking for two vehiclesbr~Direct views of the Pensacola BaybrbrSignature Collection amenities include the following in addition to our normal itemsbr~Special Signature Collection gift basketbr~Paper Towelsbr~Dish Soapbr~Upgraded bathroom amenitiesbr~Upgraded linens & towelsbrbrYour vacation rental includes:br~Bath towelsbr~Hand towelsbr~Wash clothsbr~Bathmatsbr~Kitchen towelsbr~Sheetsbr~Pillowcasesbr~Starter hand soapbr~Starter bath soapbr~1 full roll of toilet paper per bathroombr~2 dish washer packetsbr~1 trash bag per trash canbrbrPublix and Wal-Mart Marketplace are within 4 miles for any additional items you may need.brbrLocated at 1390 Ft. Pickens Road, Palm Beach Club has 4 buildings housing 84- private condominiums. brPalm Beach Club amenities include:br~Gated entrybr~Elevatorbr~Swimming pool with large sun deck on the Pensacola Baybr~Complex sits on the Pensacola Baybr~Gulf of Mexico is just steps awaybrbrADDITIONAL INFORMATIONbrCheck-in from 3:00 p.m. If the condo is available early, we will text or call youbrCheck-out by 10:00 a.m.brbrWhen you book your vacation rental with Surfside Properties, you are automatically covered for accidental damages, providing you with peace of mind throughout your stay. Our damage waiver covers you for any accidental damages up to $1,500.brIf something gets damaged during your stay, simply give us a call to let us know what happened. There's no need to worry—we’ve got you covered!brbrThe primary guests must be 25 years old and should be prepared to present valid identification at check-in.brbrDiscounted monthly rentals available September - May - Contact us for details.

Tranquil and Spacious Condo on the Pensacola Bay - Palm Beach Club 110

Pensacola Beach, Florida, United States

Bed